Synergistic Photoredox and Palladium-Catalyzed 1,3-Acyloxyallylation of Aryl Cyclopropanes with Allyl Esters
A synergistic photoredox and palladium-catalyzed 1,3-acyloxyallylation of aryl cyclopropanes with allyl esters has been developed. Aryl cyclopropanes are unprecedentedly employed as radical precursors in palladium-catalyzed allylation reactions with allyl esters acting as bifunctional reagents, thereby providing acyloxy groups as nucleophiles and the allyl moiety as a radical scavenger for the formation of benzylic C(sp3)–C(sp3) bonds. This redox-neutral reaction exhibits 100% atom economy and good functional group tolerance and has been successfully applied to the late-stage modification of pharmaceutical derivatives.
Authors
- Jun Wang (ORCID: https://orcid.org/0000-0002-4035-2786)
- Siping Wei (ORCID: https://orcid.org/0000-0002-1084-8772)
- Qiang Fu (ORCID: https://orcid.org/0000-0001-9993-8776)
- Lin Yang (ORCID: https://orcid.org/0000-0003-2191-9027)
- Dong Yi (ORCID: https://orcid.org/0000-0002-8281-7860)
- Yingfeng Yu (ORCID: https://orcid.org/0000-0002-2607-0416)
- Lixu Ren
- Jun Wei (ORCID: https://orcid.org/0000-0001-6002-3413)
- Ji Lu (ORCID: https://orcid.org/0000-0001-8225-4140)
- Na Hao (ORCID: https://orcid.org/0000-0002-4527-8167)
- Liya Huang
Institutions
- Southwest Medical University (CN)
Publication Details
- Journal
- ACS Catalysis
- Published
- 2024-11-13
- DOI
- https://doi.org/10.1021/acscatal.4c05180
- Citations
- 6
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 1.50
Funders
- National Natural Science Foundation of China
- Department of Science and Technology of Sichuan Province
- Southwest Medical University